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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sep - 13 Sep
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for San Leolino holiday rentals

Front of property

RESIDENCE LECCIO

RESIDENCE LECCIO
Asciano
9.6 out of 10, Exceptional, (7 reviews)
"Very nice, affordable place in beautiful area"
United States
Corey
The price is ฿2,974
฿3,464 total
includes taxes & fees
22 Jul - 23 Jul
RESIDENCE LECCIO
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

Borgo di Erboli

Borgo di Erboli
Cavriglia
The price is ฿4,290
฿4,796 total
includes taxes & fees
1 Aug - 2 Aug
Borgo di Erboli
Lobby

Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (24 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is ฿6,609
฿7,270 total
includes taxes & fees
17 Aug - 18 Aug
Villa Cassia di Baccano
Aerial view

Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (35 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is ฿8,499
฿9,426 total
includes taxes & fees
29 Jul - 30 Jul
Riserva di Fizzano Residence
Aerial view

Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (71 reviews)
"Beautiful property"
Canada
Mary
The price is ฿5,569
฿6,434 total
includes taxes & fees
20 Jul - 21 Jul
Villa Curina Resort
Property grounds

Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (45 reviews)
"Clean room, amazing staff"
Canada
Talha
The price is ฿10,597
฿11,811 total
includes taxes & fees
1 Aug - 2 Aug
Ca' Bianca Tuscany Relais
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (36 reviews)
"Beautiful villa, very spacious, gorgeous property and great restaurant on the property to have a delicious meal. Staff very welcoming. Close to other main cities, like Siena, for day trips. We loved sitting by the pool, although it wasn’t heated, so too cold to use in April. We did love using the indoor heated pool and hot tub each day. We had a fabulous time and hope to go back someday! "
Canada
Jeremy
The price is ฿5,752
฿6,328 total
includes taxes & fees
19 Jul - 20 Jul
Villa di Sotto
Exterior

Villa le Camelie Siena

Villa le Camelie Siena
Petriccio
8.6 out of 10, Excellent, (8 reviews)
"Nice for the price. Would stay there again."
United States
Mark
The price is ฿2,516
฿2,922 total
includes taxes & fees
25 Jul - 26 Jul
Villa le Camelie Siena
Interior detail

La Coroncina Lodging

La Coroncina Lodging
Siena
10.0 out of 10, Exceptional, (43 reviews)
"Fantastic place, and I highly recommend it."
United States
Hassan
The price is ฿5,286
฿5,968 total
includes taxes & fees
10 Aug - 11 Aug
La Coroncina Lodging
Interior

Villa Fontis Rapolano

Villa Fontis Rapolano
Rapolano Terme
10.0 out of 10, Exceptional, (1 review)
"Bella struttura, nuova, pulita in posizione comoda"
Italy
Barbara
The price is ฿2,832
฿3,270 total
includes taxes & fees
19 Jul - 20 Jul
Villa Fontis Rapolano
Exterior

Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (24 reviews)
"Such a beautiful place to stay! The cottage was amazing, very spacious and clean. The grounds themselves were picturesque, was well above our expectations and the host was very welcoming and accommodating."
United Kingdom
Sasha
The price is ฿8,432
฿9,583 total
includes taxes & fees
19 Jul - 20 Jul
Borgo Argenina
Spa

2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
The price is ฿9,819
฿11,032 total
includes taxes & fees
5 Aug - 6 Aug
2 Cuori e 1 Yurta Glamping in Toscana
Breakfast meal

B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (203 reviews)
"Excellent location, rooms, staff."
United States
Mario Humberto
The price is ฿3,891
฿4,434 total
includes taxes & fees
26 Jul - 27 Jul
B&B Il Corso
Exterior

Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
The price is ฿4,034
฿4,591 total
includes taxes & fees
26 Jul - 27 Jul
Il Pozzo di Sant'Andrea
Studio, Patio, Ground Floor | Terrace/patio

Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (53 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is ฿3,332
฿3,819 total
includes taxes & fees
21 Jul - 22 Jul
Fullino Nero
Tasting room

Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (215 reviews)
"Friendly staff and good location."
Canada
Yongseok
The price is ฿5,287
฿5,970 total
includes taxes & fees
1 Aug - 2 Aug
Il Battistero Siena - Residenza d'Epoca
Romantic Double Room, 1 Queen Bed, Hot Tub, Ground Floor | Private spa tub

DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (29 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is ฿3,510
฿4,014 total
includes taxes & fees
25 Jul - 26 Jul
DormiVeglia B&B
Property grounds

LE BOTTI FIORENTINE

LE BOTTI FIORENTINE
Reggello
The price is ฿5,977
฿6,767 total
includes taxes & fees
29 Jul - 30 Jul
LE BOTTI FIORENTINE
Lounge

Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (17 reviews)
"Very nice and quiet neighbourhood. Close to city centre. The host is very kind."
Japan
Chie
The price is ฿3,056
฿3,516 total
includes taxes & fees
21 Jul - 22 Jul
Mariani Bed & Breakfast
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top San Leolino Hotel Reviews

Hotel Chiusarelli

Hotel Chiusarelli

10/10 Excellent
"The Breakfast is delicious, the hotel is beautiful and great location"
Clara 1-night trip
Posted 5 hours ago
Hotel Chiusarelli

Find out more about San Leolino

Search for holiday rentals in San Leolino on Expedia! You can easily find your home rentals, villas, holiday apartments in San Leolino using one of the methods below:

  • View our selection of featured holiday rentals in San Leolino
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Look no further and take a look at our great range of rental properties in San Leolino!

Frequently asked questions

Can I find a holiday rental in San Leolino?

Yes, there are holiday rentals close to the most popular sights in San Leolino, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that San Leolino has to offer?

Borgo Argiano: This holiday home rental outside of San Leolino is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and an electric kettle. You can relax into your holiday with a garden and a library.

What’s there to see and do in San Leolino?

Explore the area and family-friendly sights such as Siena Circuit, or get out into nature at a spot like Chianti Sculpture Park. In the wider area, you’ll find Villa a Sesta Polo Club and Castle of Brolio.

What’s a holiday rental in San Leolino like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in San Leolino. Holiday rentals feature amenities such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family trip.